4-hydroxy-6-[(2R,3R,4S,5E,7S,8R,9E)-2,4,8-trihydroxy-3,7,9-trimethylundeca-5,9-dienyl]pyran-2-one

Details

• Internal ID: 82f44749-8f82-4ef9-abd1-e76794dd9c17
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols
• IUPAC Name: 4-hydroxy-6-[(2R,3R,4S,5E,7S,8R,9E)-2,4,8-trihydroxy-3,7,9-trimethylundeca-5,9-dienyl]pyran-2-one
• SMILES (Canonical): CC=C(C)C(C(C)C=CC(C(C)C(CC1=CC(=CC(=O)O1)O)O)O)O
• SMILES (Isomeric): C/C=C(\C)/[C@@H]([C@@H](C)/C=C/[C@@H]([C@H](C)[C@@H](CC1=CC(=CC(=O)O1)O)O)O)O
• InChI: InChI=1S/C19H28O6/c1-5-11(2)19(24)12(3)6-7-16(21)13(4)17(22)10-15-8-14(20)9-18(23)25-15/h5-9,12-13,16-17,19-22,24H,10H2,1-4H3/b7-6+,11-5+/t12-,13-,16-,17+,19-/m0/s1
• InChI Key: WJVBLCWQPWWRIY-ADXOWINDSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₈O₆
• Molecular Weight: 352.40 g/mol
• Exact Mass: 352.18858861 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.77
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9126	91.26%
Caco-2	-	0.5615	56.15%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6469	64.69%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8090	80.90%
OATP1B3 inhibitior	+	0.9618	96.18%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5788	57.88%
P-glycoprotein inhibitior	-	0.8081	80.81%
P-glycoprotein substrate	-	0.8043	80.43%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	+	0.6593	65.93%
CYP2D6 substrate	-	0.8579	85.79%
CYP3A4 inhibition	+	0.5452	54.52%
CYP2C9 inhibition	-	0.8172	81.72%
CYP2C19 inhibition	-	0.5959	59.59%
CYP2D6 inhibition	-	0.8522	85.22%
CYP1A2 inhibition	-	0.8026	80.26%
CYP2C8 inhibition	-	0.7093	70.93%
CYP inhibitory promiscuity	-	0.6301	63.01%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8683	86.83%
Carcinogenicity (trinary)	Non-required	0.5872	58.72%
Eye corrosion	-	0.9756	97.56%
Eye irritation	-	0.9772	97.72%
Skin irritation	-	0.5596	55.96%
Skin corrosion	-	0.9152	91.52%
Ames mutagenesis	-	0.6537	65.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5492	54.92%
Micronuclear	-	0.5682	56.82%
Hepatotoxicity	+	0.5981	59.81%
skin sensitisation	-	0.6547	65.47%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.5777	57.77%
Acute Oral Toxicity (c)	III	0.5643	56.43%
Estrogen receptor binding	+	0.7322	73.22%
Androgen receptor binding	-	0.4812	48.12%
Thyroid receptor binding	+	0.5746	57.46%
Glucocorticoid receptor binding	+	0.6713	67.13%
Aromatase binding	+	0.5442	54.42%
PPAR gamma	+	0.6390	63.90%
Honey bee toxicity	-	0.8631	86.31%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7127	71.27%
Fish aquatic toxicity	+	0.8231	82.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.13%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.07%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.35%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	95.50%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.26%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.03%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.01%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.83%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.29%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.72%	96.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.50%	97.21%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.06%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163187030
• LOTUS: LTS0187102
• wikiData: Q105307092